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	<id>https://wiki.tripsit.me/index.php?action=history&amp;feed=atom&amp;title=B-Carbolines</id>
	<title>B-Carbolines - Revision history</title>
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	<updated>2026-05-28T18:36:40Z</updated>
	<subtitle>Revision history for this page on the wiki</subtitle>
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	<entry>
		<id>https://wiki.tripsit.me/index.php?title=B-Carbolines&amp;diff=4330&amp;oldid=prev</id>
		<title>GrimReaper at 11:16, 11 March 2015</title>
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		<updated>2015-03-11T11:16:12Z</updated>

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				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 06:16, 11 March 2015&lt;/td&gt;
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		<author><name>GrimReaper</name></author>
	</entry>
	<entry>
		<id>https://wiki.tripsit.me/index.php?title=B-Carbolines&amp;diff=352&amp;oldid=prev</id>
		<title>Pandadream at 20:50, 12 January 2013</title>
		<link rel="alternate" type="text/html" href="https://wiki.tripsit.me/index.php?title=B-Carbolines&amp;diff=352&amp;oldid=prev"/>
		<updated>2013-01-12T20:50:43Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
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				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 15:50, 12 January 2013&lt;/td&gt;
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		<author><name>Pandadream</name></author>
	</entry>
	<entry>
		<id>https://wiki.tripsit.me/index.php?title=B-Carbolines&amp;diff=351&amp;oldid=prev</id>
		<title>Pandadream: Created page with &quot;&lt;table style=&quot;font-family: Arial, Helvetica, sans-serif; font-size: 9pt;&quot; width=&quot;100%&quot; border=&quot;0&quot; cellspacing=&quot;3&quot; cellpadding=&quot;0&quot;&gt;  &lt;tr&gt; &lt;td valign=&quot;top&quot; width=&quot;50%&quot;&gt;&lt;strong&gt;O...&quot;</title>
		<link rel="alternate" type="text/html" href="https://wiki.tripsit.me/index.php?title=B-Carbolines&amp;diff=351&amp;oldid=prev"/>
		<updated>2013-01-12T20:49:00Z</updated>

		<summary type="html">&lt;p&gt;Created page with &amp;quot;&amp;lt;table style=&amp;quot;font-family: Arial, Helvetica, sans-serif; font-size: 9pt;&amp;quot; width=&amp;quot;100%&amp;quot; border=&amp;quot;0&amp;quot; cellspacing=&amp;quot;3&amp;quot; cellpadding=&amp;quot;0&amp;quot;&amp;gt;  &amp;lt;tr&amp;gt; &amp;lt;td valign=&amp;quot;top&amp;quot; width=&amp;quot;50%&amp;quot;&amp;gt;&amp;lt;strong&amp;gt;O...&amp;quot;&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;&amp;lt;table style=&amp;quot;font-family: Arial, Helvetica, sans-serif; font-size: 9pt;&amp;quot; width=&amp;quot;100%&amp;quot; border=&amp;quot;0&amp;quot; cellspacing=&amp;quot;3&amp;quot; cellpadding=&amp;quot;0&amp;quot;&amp;gt;&lt;br /&gt;
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&amp;lt;td valign=&amp;quot;top&amp;quot; width=&amp;quot;50%&amp;quot;&amp;gt;&amp;lt;strong&amp;gt;Other Names&amp;lt;/strong&amp;gt;&lt;br /&gt;
Beta-carbolines, l3-carbolines, I3Cs&lt;br /&gt;
l3-carbolines are derived from the actuall3-carboline&lt;br /&gt;
(norharmane). They belong to the group of&lt;br /&gt;
indole alkaloids and are closely related to tryptamines.&lt;br /&gt;
They consist of an indole skeleton and&lt;br /&gt;
various side chains.&lt;br /&gt;
The psychoactive effects of l3-carbolines are&lt;br /&gt;
due primarily to the harmala alkaloids harmaline,&lt;br /&gt;
harmine, harmalol, harmane (I-methyl-l3-carboline),&lt;br /&gt;
and norharmane (l3-carboline) (Naranjo&lt;br /&gt;
1967). The simpler (l3-carboline) alkaloids occur&lt;br /&gt;
in numerous plants (Allen and Holmstedt 1980).&lt;br /&gt;
Many plants that produce psychoactive effects&lt;br /&gt;
or are utilized for psychoactive purposes contain&lt;br /&gt;
l3-carbolines (including Acacia spp., Arundo&lt;br /&gt;
donax, Banisteriopsis caapi, Banisteriopsis spp.,&lt;br /&gt;
Mucuna pruriens, Papaver spp., Passiflora spp.,&lt;br /&gt;
Peganum harmala, Phalaris arundinacea, Phalaris&lt;br /&gt;
spp., Psychotria spp., Strychnos spp., Virola&lt;br /&gt;
spp., Tribulus terrestris, and Amanita muscaria).&lt;br /&gt;
These compounds are also present in tobacco&lt;br /&gt;
smoke (cf. Nicotiana tabacum) and in many&lt;br /&gt;
plants that are used traditionally to make ayahuasca&lt;br /&gt;
or are now used as ayahuasca analogs&lt;br /&gt;
(Schultes 1982).&lt;br /&gt;
Many l3-carbolines occur as endogenous substances&lt;br /&gt;
in animals and in humans, where they&lt;br /&gt;
serve important functions in the nervous system&lt;br /&gt;
(Bringmann et al. 1991). They appear to influence&lt;br /&gt;
both moods and dreaming. It is likely that&lt;br /&gt;
norharmane (l3-carboline) occupies a specific 13carboline&lt;br /&gt;
receptor. Harmane is the endogenous&lt;br /&gt;
MAO (monoamine oxidase) inhibitor, suppressing&lt;br /&gt;
MAO-A (Rommelspacher et al. 1991). This&lt;br /&gt;
allows the endogenous N,N-DMT to persist for a&lt;br /&gt;
longer duration and trigger visionary perceptions&lt;br /&gt;
that manifest either as spontaneous visions during&lt;br /&gt;
the waking state or as dreams while sleeping&lt;br /&gt;
(Callaway et al. 1995).&lt;br /&gt;
The harmala alkaloids harmaline, harmine,&lt;br /&gt;
harmane, and tetrahydroharmane are all MAO&lt;br /&gt;
inhibitors that inhibit primarilyMAO-A (Buckholtz&lt;br /&gt;
and Bogan 1977; McIsaac and Estevez 1966).&lt;br /&gt;
In the presence of certain foods, MAO&lt;br /&gt;
inhibitors are considered to be dangerous or even&lt;br /&gt;
very dangerous. Tyramine, which is found in such&lt;br /&gt;
foods as aged cheese, is especially hazardous. If it is&lt;br /&gt;
not broken down by MAO, it can cause severe&lt;br /&gt;
toxic effects to an organism. More-recent studies,&lt;br /&gt;
however, have shown that the dangers have been greatly exaggerated in both the literature and «on&lt;br /&gt;
the street:&amp;#039; Moreover, the amount of tyramine&lt;br /&gt;
contained in most &amp;quot;dangerous&amp;quot; foods tends to be&lt;br /&gt;
rather low (Berlin and Lecrubier 1996).&amp;lt;/td&amp;gt;&lt;br /&gt;
&amp;lt;td valign=&amp;quot;top&amp;quot; width=&amp;quot;53%&amp;quot;&amp;gt;&amp;lt;strong&amp;gt;Literature&amp;lt;/strong&amp;gt;&lt;br /&gt;
Allen, J. R. F., and Bo Holmstedt. 1980. The simple&lt;br /&gt;
l3-carboline alkaloids. Phytochemistry&lt;br /&gt;
19:1573-82.&lt;br /&gt;
Berlin, Ivan, and Yves Lecrubier. 1996. Food and&lt;br /&gt;
drug interactions with monoamine oxidase&lt;br /&gt;
inhibitors: How safe are the newer agents? eNS&lt;br /&gt;
Drugs 5 (6): 403-13.&lt;br /&gt;
Bringmann, Gerhard, Doris Feineis, Heike Friedrich,&lt;br /&gt;
and Anette Hille. 1991. Endogenous alkaloids in&lt;br /&gt;
man-synthesis, analytics, in vivo identification,&lt;br /&gt;
and medicinal importance. Planta Medica 57&lt;br /&gt;
supp!. (1): 73-84.&lt;br /&gt;
Buckholtz, N. S., and W. O. Bogan. 1977.&lt;br /&gt;
Monoaminooxydase inhibition in brain and liver&lt;br /&gt;
produced by l3-carbolines: Structure-activity&lt;br /&gt;
relationships and substrate specificity.&lt;br /&gt;
Biochemical Pharmacology 26: 1991-96.&lt;br /&gt;
Callaway, James C., M. M. Airaksinen, and J.&lt;br /&gt;
Gynther. 1995. Endogenous l3-carbolines and&lt;br /&gt;
other indole alkaloids in mammals. Integration&lt;br /&gt;
5:19-33. (Includes a very comprehensive&lt;br /&gt;
bibliography.)&lt;br /&gt;
McIsaac, W. M., and V. Estevez. 1966. Structureactivity&lt;br /&gt;
relationship of l3-carbolines monoamine&lt;br /&gt;
oxidase inhibitors. Biochemical Pharmacology&lt;br /&gt;
15:1625-27.&lt;br /&gt;
Naranjo, Claudio. 1967. Psychotropic properties of&lt;br /&gt;
the harmala alkaloids. In Ethnopharmacologic&lt;br /&gt;
search for psychoactive drugs, ed. D. H. Efron,&lt;br /&gt;
385-91. Washington, D.C.: U.S. Department of&lt;br /&gt;
Health, Education, and Welfare.&lt;br /&gt;
Rommelspacher, Hans, Torsten May, and Rudi&lt;br /&gt;
Susilo. 1991.I3-carbolines and&lt;br /&gt;
tetrahydroisoquinolines: Detection and function&lt;br /&gt;
in mammals. Planta Medica 57 stipp!. (1): 93 ff.&lt;br /&gt;
Schultes, Richard Evans. 1982. The beta-carboline&lt;br /&gt;
hallucinogens of South America. Journal of&lt;br /&gt;
Psychoactive Drugs 14 (3): 205-20.&lt;br /&gt;
Stohler, R., H. Rommelspacher, D. Ladewig, and&lt;br /&gt;
G. Dammann. 1993. Beta-carboline&lt;br /&gt;
(Harman/Norharman) sind bei&lt;br /&gt;
Heroinabhangigen erhoht. Therapeutische&lt;br /&gt;
Umschau 50:178-81.&amp;lt;/td&amp;gt;&lt;br /&gt;
&amp;lt;/tr&amp;gt;&lt;br /&gt;
&amp;lt;/table&amp;gt;&lt;/div&gt;</summary>
		<author><name>Pandadream</name></author>
	</entry>
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